(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-1-[(2S)-5-carbamimidamido-2-[(2S)-2,6-diaminohexanamido]pentanoyl]pyrrolidine-2-carbonyl]pyrrolidin-2-yl]formamido}acetamido)-3-phenylpropanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}-4-methylpentanoic acid

• ChemBase ID: 155092
• Molecular Formular: C47H75N13O11
• Molecular Mass: 998.1789
• Monoisotopic Mass: 997.57090029
• SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)N
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)O)CC(C)C)CO)Cc1ccccc1)CCCNC(=N)N)N
• InChI: InChI=1S/C47H75N13O11/c1-28(2)24-33(46(70)71)56-42(66)36-17-10-21-58(36)44(68)34(27-61)57-40(64)32(25-29-12-4-3-5-13-29)54-38(62)26-53-41(65)35-16-9-22-59(35)45(69)37-18-11-23-60(37)43(67)31(15-8-20-52-47(50)51)55-39(63)30(49)14-6-7-19-48/h3-5,12-13,28,30-37,61H,6-11,14-27,48-49H2,1-2H3,(H,53,65)(H,54,62)(H,55,63)(H,56,66)(H,57,64)(H,70,71)(H4,50,51,52)/t30-,31-,32-,33-,34-,35-,36-,37-/m0/s1
• InChIKey: AGTPZUQKOYEAOH-MDKUUQCZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-1-[(2S)-5-carbamimidamido-2-[(2S)-2,6-diaminohexanamido]pentanoyl]pyrrolidine-2-carbonyl]pyrrolidin-2-yl]formamido}acetamido)-3-phenylpropanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-1-[(2S)-5-carbamimidamido-2-[(2S)-2,6-diaminohexanamido]pentanoyl]pyrrolidine-2-carbonyl]pyrrolidin-2-yl]formamido}acetamido)-3-phenylpropanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}-4-methylpentanoic acid
• Synonyms: des(Arg10, Leu9)-Kallidin; Lys-(des-Arg9, Leu8)-Bradykinin trifluoroacetate salt

Database IDs

• MDL Number: MFCD00274007
• PubChem SID: 162249230
• PubChem CID: 5310951

CALCULATED PROPERTIES

• Acid pKa: 3.4769263
• H Acceptors: 16
• H Donor: 12
• LogD (pH = 5.5): -10.946632
• LogD (pH = 7.4): -8.835894
• Log P: -5.628161
• Molar Refractivity: 268.0242 cm^3
• Polarizability: 100.74077 Å^3
• Polar Surface Area: 377.9 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... BDKRB1(623)mouse ... BDKRB1(12061)rat ... BDKRB1(81509)

Product Information

• Purity: ≥95%
• Empirical Formula (Hill Notation): C47H75N13O11

DETAILS

Sigma Aldrich - B6929

Amino Acid Sequence
Lys-Arg-Pro-Pro-Gly-Phe-Ser-Pro-Leu
Biochem/physiol Actions
B1 bradykinin receptor antagonist.